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A Computational Study of the Intermolecular [2+2+2] Cycloaddition of Acetylene and C60 Catalyzed by Wilkinson's
Albert Artigas1, Agustí Lledó1, Anna Pla-Quintana1
1Institut de Química Computacional i Catàlisi (IQCC), and Departament de Química, Universitat de Girona, C/ Maria Aurèlia Capmany, 69, 17003, Girona, Catalonia, Spain.
Abstract:
The functionalization of fullerenes helps to modulate their electronic and physicochemical properties, generating fullerene derivatives with promising features for practical applications. Herein, DFT is used to explore the attachment of a cyclohexadiene ring to C60 through a rhodium-catalyzed intermolecular [2+2+2] cycloaddition of C60 and acetylene. All potential reaction paths are analyzed and it can be concluded that the [2+2+2] cycloaddition of C60 and two acetylene molecules catalyzed by [RhCl(PPh3 )3 ], yielding a cyclohexadiene ring fused to a [6,6] bond of C60 , is energetically feasible.
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